Flex - Data Engineer
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Requirements
• 5+ years building production data systems and pipelines in Python or a comparable typed language • Strong SQL and data-modeling fundamentals; experience with a modern cloud warehouse (Snowflake, BigQuery, Redshift, or similar) and a transformation framework like dbt • Hands-on experience deploying machine-learning models to production, owning training, inference, evaluation, and rollout, not just notebooks • Familiarity with at least one transformer-based ML framework (PyTorch + Hugging Face Transformers preferred) and a working sense of when classical or embedding-based models beat LLMs and when they don't • Resourceful, curious, and comfortable learning new tools quickly • Thrive in fast-paced, dynamic environments and enjoy wearing multiple hats • Collaborative and enjoy working across teams to solve problems • Execution mindset with focus on end users • Proficient at leveraging AI tools to ship faster • Experience with serverless compute platforms for data and ML workloads (Modal, Ray, AWS Lambda, GCP Cloud Run, or similar) • Production experience with vector databases and embedding-based retrieval • Self-hosted LLM inference experience (vLLM, TGI, SGLang) and a working sense of GPU economics • Background in payments, fintech, or health benefits (HSA/FSA), or another regulated, money-moving domain • Experience building or maintaining a golden-dataset evaluation harness for an ML system • Comfort reading and contributing to a Rust-based backend that consumes your APIs
Responsibilities
• Design, build, and own the data pipelines and ML services that classify product eligibility and power downstream decisions across Flex • Model the data domain (products, merchants, eligibility rules, classifications, and outcomes) in warehouses and serving systems other teams build on • Partner with backend, product, and operations stakeholders translating merchant and consumer needs into reliable data products, models, and APIs • Own and improve the architecture of the data warehouse, transformation layer, ML training and inference systems, and real-time serving paths • Analyze, troubleshoot, and resolve production issues rooted in data quality, model accuracy, pipeline reliability, and serving latency • Collaborate on cross-functional projects connecting the full Flex experience, from consumer checkout to merchant analytics • Build and maintain evaluation harnesses, golden datasets, and observability for the models and pipelines you ship • Create and maintain documentation for data models, pipelines, and on-call runbooks • Contribute to a culture of learning, problem-solving, and operational excellence
Benefits
• A mission-driven team making healthcare spending effortless • Early-stage impact: your work directly shapes growth and success • Collaborative, high-trust, and transparent culture • Competitive compensation and equity package • Flexible, remote-friendly work environment • Equity: Offers Equity • Equity: • Medical, dental, and vision plans • Unlimited PTO and sick days • Paid parental leave • Flexible, remote-first environment • Equal Opportunity
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